75999-66-5

Usage

Uses

Used in Organic Synthesis:
2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE is used as a synthetic intermediate for the preparation of various organic compounds. Its unique structure allows it to participate in a wide range of chemical reactions, such as nucleophilic substitution, addition, and rearrangement reactions, enabling the synthesis of complex organic molecules with potential applications in various fields.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE is used as a building block for the development of new drugs. Its reactivity and structural features make it suitable for the synthesis of bioactive molecules with potential therapeutic properties. It can be used in the design and synthesis of novel drug candidates targeting various diseases and medical conditions.
Used in Agrochemical Industry:
2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE is also used in the agrochemical industry for the synthesis of new pesticides and agrochemicals. Its unique chemical properties allow it to be incorporated into the molecular structures of these compounds, potentially enhancing their efficacy and selectivity in controlling pests and diseases in agriculture.
Used in Material Science:
In the field of material science, 2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE can be used as a precursor for the development of new materials with specific properties. Its ability to participate in various chemical reactions allows it to be incorporated into the synthesis of polymers, coatings, and other materials with potential applications in industries such as electronics, automotive, and aerospace.

InChI:InChI=1/C9H7ClF3NO/c1-15-7-4-2-6(3-5-7)14-8(10)9(11,12)13/h2-5H,1H3/b14-8+

Upstream product

• 332-34-3 2,2,2-trifluoro-N-(4-methoxy-phenyl)-acetamide 
• 104-94-9 4-methoxy-aniline 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 126855-75-2 (4-Methoxy-phenyl)-[1-trifluoromethyl-prop-2-en-(Z)-ylidene]-amine 
• 134481-27-9 N-(4-methoxyphenyl)-2,2,2-trifluoroacetimidoyl iodide 
• 137927-25-4 N-(4-methoxyphenyl)-N'-(4-methylphenyl)-2,2,2-trifluoroethanimidamide 
• 155447-39-5 N-(4-methoxyphenyl)-N'-phenyl-2,2,2-trifluoroethanimidamide 
• 126855-78-5 N-(4-methoxyphenyl)-3-phenyl-1,1,1-trifluoropropan-2-imine 
• 126855-76-3 (4-Methoxy-phenyl)-[1-trifluoromethyl-but-3-en-(Z)-ylidene]-amine 
• 180301-77-3 N-(4-methoxyphenyl)-N-[2,2,2-trifluoro-1-(trimethylsilyl)ethylidene]amine 
• 445468-00-8 1,N-bis(trimethylsilyl)-2,2-difluoro-1-[N-(p-methoxyphenyl)]aminoethene 
• 137927-31-2 N¹-(4-oxo-2,5-cyclohexadien-1-ylidene)-N²-(4-methylphenyl)-2,2,2-trifluoroethanimidamide 
• 137927-32-3 N¹-(4-oxo-2,5-cyclohexadien-1-ylidene)-N²-(4-chlorophenyl)-2,2,2-trifluoroethanimidamide 
• 137927-30-1 N¹-(4-oxo-2,5-cyclohexadien-1-ylidene)-N²-(4-methoxyphenyl)-2,2,2-trifluoroethanimidamide 

Relevant academic research and scientific papers

Silver-Mediated [3 + 2] Cycloaddition of Azomethine Ylides with Trifluoroacetimidoyl Chlorides for the Synthesis of 5-(Trifluoromethyl)imidazoles

A silver-mediated [3 + 2] cycloaddition of azomethine ylides with trifluoroacetimidoyl chlorides for the rapid assembly of 5-(trifluoromethyl)imidazoles has been developed. Notable features of the reaction include readily accessible reagents, a broad substrate scope, and high efficiency. The protocol can be successfully applied to construct the analogue of the specific allosteric modulator of GABAA receptors. The silver species could be recycled by a simple operation.

Palladium-catalyzed synthesis of novel trifluoromethylated quinazolinone, N-arylquinazoline and N-benzylquinazoline derivatives

A simple and palladium-catalyzed procedure for synthesis of a novel series of potentially biologically active trifluoromethyl-substituted quinazolinones and N-arylquinazoline derivatives via condensation-cyclization reaction of 2-aminobenzamide, 2-amino-N′-arylbenzimidamides and 2-amino-N′-benzylbenzimidamides with trifluoroacetimidoyl chlorides has been developed. noteworthy, this investigation showed the possible of transition-metal-catalyzed activation of trifluoroacetimidoyl chlorides as a carbon trifluoromethylated source for the synthesis of quinazolines and quinazolinone derivatives in good to excellent yields.

Synthesis of 5-Trifluoromethyl-1,2,4-Triazoles via Metal-Free Annulation of Trifluoroacetimidohydrazides and Methyl Ketones

A metal-free approach for the synthesis of 5-trifluoromethyl-1,2,4-triazoles via I2-mediated [4+1] annulation of readily available trifluoroacetimidohydrazides and methyl ketones has been achieved. The transformation involves iodination/Kornblum oxidation, intermolecular dehydration condensation and an iodine-mediated intramolecular cyclization/aromatization sequence. The developed protocol can be easily scaled up to 3 mmol scale without obvious efficiency decrease and be implemented by a consecutive one-pot manner. (Figure presented.).

The cascade coupling/iodoaminocyclization reaction of trifluoroacetimidoyl chlorides and allylamines: metal-free access to 2-trifluoromethyl-imidazolines

A metal-free cascade coupling/iodoaminocyclization reaction for the rapid assembly of 2-trifluoromethyl-imidazolines has been disclosed. The transformation applies readily accessible trifluoroacetimidoyl chlorides, allylamines andN-iodosuccinimides as the starting substrates, achieving an efficient and straightforward pathway to construct diverse imidazoline derivatives. Excellent efficiency of the reaction is observed (higher than 90% isolated yield for half of the examples), and the obtained imidazoline products bearing a pendent iodomethyl group could be easily transformed into other synthetically valuable compounds.

Annulation of CF3-Imidoyl Sulfoxonium Ylides with 1,3-Dicarbonyl Compounds: Access to 1,2,3-Trisubstituted 5-Trifluoromethylpyrroles

A lithium-bromide-promoted nucleophilic substitution/annulation cascade reaction between CF3-imidoyl sulfoxonium ylides and 1,3-dicarbonyl compounds has been established, and the corresponding 1,2,3-trisubstituted 5-trifluoromethylpyrroles have been obtai

Oxidative Cyclization of Trifluoroacetimidohydrazides with D-Glucose for the Metal-Free Synthesis of 3-Trifluoromethyl-1,2,4-Triazoles

A metal-free oxidative cyclization of readily available trifluoroacetimidohydrazides with D-glucose for the assembly of 3-trifluoromethyl-1,2,4-triazoles has been disclosed. D-glucose is applied as C1 synthon to provide methine source in the reaction. Control experiments have been conducted to shed light on the reaction mechanism. The synthetic utility of the protocol has been explored by the implementation of scale up reaction and the synthesis of the key skeleton of NKI-receptor ligand. (Figure presented.).

Elemental Sulfur and Dimethyl Sulfoxide-Promoted Oxidative Cyclization of Trifluoroacetimidohydrazides with Methylhetarenes for the Synthesis of 3-Hetaryl-5-trifluoromethyl-1,2,4-triazoles

A metal-free approach for the synthesis of 3-hetaryl-5-trifluoromethyl-1,2,4-triazoles via sulfur/dimethyl sulfoxide-promoted oxidative cyclization of readily available trifluoroacetimidohydrazides with methylhetarenes has been developed. This transformation proceeds in cascade sulfur-mediated generation of thioaldehyde, condensation, intramolecular cyclization and oxidative aromatization sequence.

Direct Synthesis of β-Amino Aldehydes from Linear Allylic Esters Using O2as the Sole Oxidant

A tandem isomerization-anti-Markovnikov oxidation of linear allylic imidic esters is developed using bis(benzonitrile)palladium chloride as the catalyst and O2 as the sole oxidant, regiospecifically giving β-amino aldehydes as the product. tert-Butyl nitrite works as a simple, and the only, redox cocatalyst. tBuOH proves to be a crucial solvent for achieving excellent yield and specificity toward anti-Markovnikov aldehyde products.

Palladium-Catalyzed Four-Component Carbonylative Cyclization Reaction of Trifluoroacetimidoyl Chlorides, Propargyl Amines, and Diaryliodonium Salts: Access to Trifluoromethyl-Containing Trisubstituted Imidazoles

A palladium-catalyzed four-component carbonylative cyclization reaction for the expeditious construction of trifluoromethyl-containing trisubstituted imidazoles has been achieved. With readily accessible trifluoroacetimidoyl chlorides, propargyl amines, a

FeCl3-Mediated Synthesis of 2-(Trifluoromethyl)quinazolin-4(3 H)-ones from Isatins and Trifluoroacetimidoyl Chlorides

An FeCl3-mediated cascade coupling/decarbonylative annulation reaction for the efficient construction of 2-(trifluoromethyl)quinazolin-4(3H)-ones has been developed. This transformation employs readily available isatins and trifluoroacetimidoyl chlorides as the starting materials, providing a facile and practical route to diverse biologically relevant quinazolin-4(3H)-one derivatives. A plausible reaction pathway has been proposed based on the mechanistic observations.